About The Role

Join our team as a Forward Deployed Engineer, where you will play a crucial role in helping enterprise customers successfully deploy and operationalize our AI-powered pentest product. You will be responsible for managing enterprise deployments from start to finish, debugging incidents directly in customer environments, and handling complex enterprise environments. Additionally, you will build and adapt integrations, guide customers through implementation, and improve deployment and update flows. This position is remote-friendly with flexible working hours.

Own enterprise deployments end-to-end, from initial installation to a stable, healthy setup.
Debug incidents directly in customer environments, handling complex enterprise environments and custom integrations.
Act as the technical bridge between customers and engineering, translating deployment issues into clear bugs and product improvements.
Strong communication skills
Lives in Chicago
Comfortable debugging in Linux environments
Able to read Go, TypeScript, or Python to understand issues and trace problems
Familiar with how complex enterprise networks behave in practice
Strong infrastructure and networking fundamentals (Docker, DNS, TLS, proxies, firewalls)
Able to interpret logs and debug distributed systems’ behavior
Basic offensive security knowledge: understand concepts like RCE, SSRF, and session handling
Experience with enterprise or on-prem software deployments
Familiarity with cloud environments (AWS, Azure, GCP) for hybrid setups
Experience with SSO, identity providers, or internal PKI systems
Exposure to security tooling or offensive security concepts

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